Taurides



Patented June 20, 1939 UNITED STATES PATENT F F'lCE 'TAURIDES ofDelaware No Drawing.

Original application October '7,

1936, Serial .No. 104,442, Patent No. 2,131,742. Divided and thisapplication September 18, 1937, Serial'No. 164,500. In Germany October11,

Our present invention relates to taurides. This application is adivision of our application Ser. No. 104,442, filed October 7, 1936, nowPatent No. 2,131,742.

.5 One ofits objects isto provide a tauride of a compound selected fromthe group consisting of anthraquinone carboxylic acids and anthraquinonesulfonic acids. Another object are new desensitizers. Further objectswill be seen from the detailed specification following hereafter.

It has been proposed to use water-soluble derivatives of anthraquinoneor phenanthrenequinone, particularly anthraquinone carboxylic acidsand-anthraquinone sulfonic acids for desensitiz- 1'15 inglight-sensitive, particularly panchromatic, silpinacryptol green. Someof the said compounds are also open to the objection that they formprecipitates in water containing lime compounds, and others that theyare colored. Both of these properties -are undesirable in adesensitizer.

Thisinvention is based' on the observation that the taurides ofanthraquinone-carboxylic acids and sulfonic acids have a pronounceddesensitizing capacity and are free from the foregoing objections. Theirdesensitizing effect exceeds considerably that of the hitherto knownbest desensitizer, namely pinacryptol green. The taurides do not formsparingly soluble lime salts and are colorless. Owing to the combinationof these favorable properties, the taurides may be regarded 5 as idealdesensitizers. They may be used either in a preliminary bath or as anaddition to the developer. Where a preliminary bath is used itsdesensitizing effect may be considerably enhanced by addition of sodiumsulfite. Corre- 40 spondingly when used in the developer their eifect isthe stronger the more sodium sulfite the developer contains. Suitablecompounds are for instance anthraquinone-sulfotauride,anthraquinone-l-sulfomethyl-tauride, anthraquinone-Z-sulfomethyltauride,anthraquinone-Z-chloro-3-sulfomethyl-tauride, anthraquinone-2,G-disulfomethyl-tauride, anthraquinone-2-carbonylmethyltauride andanthraquinone-2-chloro-3-carbonyl-methyltauride.

The following examples illustrate the invention:

1. 1 gram of the sodium salt of anthraquinone- 1-sulfo-methyltauride isdissolved in 1 litre of water and in this solution orthochromatic orpanchromatic photographic layers are bathed for 2 5 Claims. (01. 20-371) minutes. Development may then follow, for example in a brightgreen light. The methyltauride salt may be produced as follows (partsbeing by weight) 2 To 30 parts of anthraquinone-l sulfochloride' -.5(obtainable by condensing potassium antharqulnone-l-sulfonate withphosphorus pentachloride) mixed with 300 parts of water there are added30 parts of methyltaurine. The whole is heated at about C. with stirringuntil the chloride 10 is completely dissolved, and filteredif necessary.To the solution sodium chloride isadded whereby the sodium salt ofanthraquinone-l-sulfomethyltauride is precipitated.

2. 1 gram of the soduim salt of anthraquinonez-sulfo-methyltaurideobtained in an analogous manner to that described in Example 1,the-parent material being anthraquinone 2-sulfochloride, is dissolved in1 litre of water, together with '25 gramsof anhydrous sodiumsulfite. Inthis solution photographic layers are bathed for 2 minutes and may thenbe developed inabrightgreen light.

3. Orthochromati'c and panchromatic photographic layers --are developedin one litre of a developer of the following composition: Water litre 1Metol (mono-methyl-p-aminophenol) grams 8 Anhydrous sodium sulfite doAnhydrous sodium carbonate do 5.8 30 Potassium bromide do 2. 5 Thesodium salt of anthraquinone-Z-sulfomethyltauride do 0.5

The development may be first for 1 minute in the dark and then continuedin a bright green 35 or yellow light.

The simplest compounds of the class of substances to which the inventionrelates may be represented by the following formulae:

(c) Anthraquinone-2-sulfomethyltauride s OrIfi-OHrCHr-SOsH (d)Anthraquinone-2-carbonylmethyltauride O II C ON-CHzCH2SOaH (e)Anthraquinone-2-ch1oro-3-sulfomethyltauride acids in which the nucleusis substituted by halogen.

2. An anthraquinone tauride corresponding with the general formula Xstands for a member of the group consisting of CO and S02; Y stands fora member of the group consisting of H and alkyl.

3. Anthraquinone-2-carbonylmethyltauride corresponding with the formula4. Anthraquinone-2-sulfomethy1tauride corresponding with the formula 5.Anthraquinone-Z-chloro-3-sulfomethyltauride corresponding with theformula KARL KUMETAT. SEBASTIAN GASSNER.

